LUCKIEST
LUCKY
golden, favorable, favourable, lucky, prosperous
(adjective) presaging or likely to bring good luck or a good outcome; “a favorable time to ask for a raise”; “lucky stars”; “a prosperous moment to make a decision”
lucky
(adjective) occurring by chance; “a lucky escape”; “a lucky guess”
lucky
(adjective) having or bringing good fortune; “my lucky day”; “a lucky man”
Source: WordNet® 3.1
Adjective
luckiest
superlative form of lucky: most lucky
Source: Wiktionary
LUCKY
Luck"y, a. [Compar. Luckier; superl. Luckiest.]
1. Favored by luck; fortunate; meeting with good success or good
fortune; -- said of persons; as, a lucky adventurer. " Lucky wight."
Spenser.
2. Producing, or resulting in, good by chance, or unexpectedly;
favorable; auspicious; fortunate; as, a lucky mistake; a lucky cast;
a lucky hour.
We doubt not of a fair and lucky war. Shak.
Syn.
– Successful; fortunate; prosperous; auspicious.
Source: Webster’s Unabridged Dictionary 1913 Edition